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Merck
CN

V9879

[Arg8]-Vasopressin acetate salt

synthetic (organic), ≥95% (HPLC), vasopressin receptor agonist, powder

Synonym(s):

β-Hypophamine, AVP, Antidiuretic hormone, Arginine vasopressin

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About This Item

Empirical Formula (Hill Notation):
C46H65N15O12S2 · xC2H4O2
CAS Number:
113-79-1
Molecular Weight:
1084.23 (free base basis)
NACRES:
NA.32
PubChem Substance ID:
24900773
UNSPSC Code:
51111800
EC Number:
204-035-4
MDL number:
MFCD00133939
Biological source:
synthetic (organic)
Form:
powder
Assay:
≥95% (HPLC)

Key Documents

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Product Name

[Arg8]-Vasopressin acetate salt, ≥95% (HPLC)

InChI key

ZHFGXNMADRRGQP-HPILINOVSA-N

InChI

1S/C46H65N15O12S2.C2H4O2/c47-27-22-74-75-23-33(45(73)61-17-5-9-34(61)44(72)56-28(8-4-16-53-46(51)52)39(67)54-21-37(50)65)60-43(71)32(20-36(49)64)59-40(68)29(14-15-35(48)63)55-41(69)31(18-24-6-2-1-3-7-24)58-42(70)30(57-38(27)66)19-25-10-12-26(62)13-11-25;1-2(3)4/h1-3,6-7,10-13,27-34,62H,4-5,8-9,14-23,47H2,(H2,48,63)(H2,49,64)(H2,50,65)(H,54,67)(H,55,69)(H,56,72)(H,57,66)(H,58,70)(H,59,68)(H,60,71)(H4,51,52,53);1H3,(H,3,4)/t27-,28-,29-,30-,31-,32-,33-,34-;/m0./s1

SMILES string

CC(O)=O.N[C@H]1CSSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc3ccc(O)cc3)NC1=O)C(=O)N4CCC[C@H]4C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(N)=O

biological source

synthetic (organic)

sterility

non-sterile

assay

≥95% (HPLC)

form

powder

solubility

water: 20.0-20.8 mg/mL, clear, colorless to faintly yellow

UniProt accession no.

P01185
P30518
P37288
P47901

shipped in

ambient

storage temp.

−20°C

Quality Level

200

Gene Information

human ... AVP(551), AVPR1A(552), AVPR1B(553), AVPR2(554)

Related Categories

Application

[Arg8]-Vasopressin acetate salt has been:
  • used as a vasopressin receptor agonist to test vasopressin receptors
  • used to evoke peripheral V1a receptor-mediated vasoconstriction
  • as a supplement in Ham′s F12/Dulbecco′s modified Eagle′s medium for proximal tubule and glomerular explant cell culture

Biochem/physiol Actions

Endogenous antidiuretic hormone in most mammalian species. It is released into the blood from nerve terminals in the posterior pituitary and median eminence. Arg8-vasopressin is also a neurotransmitter in the central nervous system. It is implicated in a variety of physiological processes including diuresis, vasoregulation, and memory. Regulates water balance by antidiuretic action; contracts arterioles (vasopressor action).
Endogenous antidiuretic hormone in most mammalian species; neurotransmitter in the central nervous system implicated in a variety of physiological processes including diuresis, vasoregulation, and memory.

General description

Arginine vasopressin is a nonapeptide. It is produced by anterior hypothalamus nerve cells.

Other Notes

Lyophilized from 0.5% acetic acid

Preparation Note

[Arg8]-Vasopressin acetate salt dissolves water at 20 mg/ml to yield a clear colorless to faint yellow solution.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000453305
0000453304
0000453304
0000453305
0000415136

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Nucleotide sequence of cloned cDNA encoding bovine arginine vasopressin-neurophysin II precursor
Land H, et al.
Nature, 295(5847), 299-299 (1982)
Voluntary locomotion linked with cerebral activation is mediated by vasopressin V1a receptors in free-moving mice
Masuki S, et al.
The Journal of Physiology, 591(14), 3651-3665 (2013)
Medical Physiology, 424-424 (2009)
Shann Ménard et al.
Physiology & behavior, 208, 112577-112577 (2019-06-14)
The neuropeptides oxytocin (OT) and vasopressin (AVP) are critical in the formation of pair bonding in the vole, and potentially in other species. The finding that normally promiscuous male rats display a conditioned ejaculatory preference (CEP) for females that bear
Pierre G Milhaud et al.
American journal of physiology. Cell physiology, 283(6), C1752-C1760 (2002-10-22)
The ductal epithelium of the semicircular canal forms much of the boundary between the K+-rich luminal fluid and the Na+-rich abluminal fluid. We sought to determine whether the net ion flux producing the apical-to-basal short-circuit current (I(sc)) in primary cultures
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